4-Chlorothieno[3,2-d]pyrimidine → 4-Chlorothieno[2,3-d]pyrimidine

HRID 500848Notes

Reaction equation

HRID 500848 reaction equation
[N:1]1[C:6]2[S:7][CH:8]=[CH:9][C:5]=2[C:4](=O)[NH:3][CH:2]=1.[Cl:11]C1C2SC=CC=2N=CN=1>>[Cl:11][C:4]1[C:5]2[CH:9]=[CH:8][S:7][C:6]=2[N:1]=[CH:2][N:3]=1

Participants

3

Reactant 2

HCID 27358214-Chlorothieno[3,2-d]pyrimidineHCID 2808547thieno(2,3-d)pyrimidin-4(3H)-one

Product 1

HCID 7366184-Chlorothieno[2,3-d]pyrimidineYield 93%

Procedure

Starting from thieno[2,3-d]pyrimidin-4(3H)-one (204) [J. Med. Chem., 1999, 42, 26, 5437-5447, Bull. Soc. Chim. Fr., 1975, 587-591] and following the procedure described above for the synthesis of compound 20 (scheme 4, example 22), title compound 205 was obtained in 93% yield. LRMS (M+1) 169.1 (100%), 171.1 (32%).

Sources & evidence

ORD record
ord-ce5cd134ddeb415897b312bb36ccb222
Source dataset
uspto-grants-2010_08
Patent number
US07772247B2

Reaction notes

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